C101605

1,3-Cyclohexanedione

97%

• Synonym(s): Dihydroresorcinol
• Linear Formula: C₆H₈(=O)₂
• CAS Number: 504-02-9
• Molecular Weight: 112.13
• Beilstein/REAXYS Number: 385888
• EC Number: 207-980-0
• MDL number: MFCD00001585
• UNSPSC Code: 12352100
• PubChem Substance ID: 24892301
• NACRES: NA.22

Properties

• assay: 97%
• form: powder
• contains: 1-3% sodium chloride as stabilizer
• mp: 101-105 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: O=C1CCCC(=O)C1
• InChI: 1S/C6H8O2/c7-5-2-1-3-6(8)4-5/h1-4H2
• InChI key: HJSLFCCWAKVHIW-UHFFFAOYSA-N
• Gene Information: human ... ACHE(43) , BCHE(590) , CES1(1066)

Description

Application

1,3-Cyclohexanedione can be used as a building block in the synthesis of:

• 9-substituted 1,8-dioxo-xanthenes by reacting with unactivated aldehydes via aldol condensation/ Michael addition reaction.
• [(1,2,3-triazol-4-yl)methoxy-phenyl]-2H-indazolo[2,1-b]phthalazine-trione derivatives by treating with phthalhydrazide, aromatic propargyloxy aldehydes, and azides via a four-component condensation reaction.

It can be also used to prepare 2-substituted adducts, which are important intermediates for the synthesis of ß-enaminones , polyhydroquinoline derivatives , 1,8-dioxo-dodecahydroxanthenes , spirocyclopentanols , oxathioles , and triquinanes.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H302,H318,H412
• pcodes: P273 - P280 - P301 + P312 + P330 - P305 + P351 + P338 + P310
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1
• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 2
• ppe: Eyeshields, Gloves, type N95 (US)